Highland Mills Vacation Homes
New York
United States of America
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Sat, Feb 7

Sun, Feb 8

your current months are February, 2026 and March, 2026.

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Our top choices for Highland Mills vacation homes

Vacation Home in Cornwall

Perfect and Spacious Hudson Valley Escape!

The price is ￥48,454

￥48,454

￥119,034 total

includes taxes & fees

Jan 26 - Jan 27

Perfect and Spacious Hudson Valley Escape!

2 bedrooms, iron/ironing board, WiFi, bed sheets

Vacation Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

Scott G.

The price is ￥10,899

￥10,899

￥49,634 total

includes taxes & fees

Jan 26 - Jan 27

House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Warwick

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

9.2 out of 10, Wonderful, (9 reviews)

9.2/10

Wonderful

(9 reviews)

"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "

Erin R.

The price is ￥13,593

￥13,593

￥23,832 total

includes taxes & fees

Jan 28 - Jan 29

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Monroe

Hidden Lakefront Gem on a Gated Countryside Escape

2.0 star property

The price is ￥13,832

￥13,832

￥35,888 total

includes taxes & fees

Jan 25 - Jan 26

Hidden Lakefront Gem on a Gated Countryside Escape

3 bedrooms, desk, iron/ironing board, free WiFi

Vacation Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

Julio J.

The price is ￥21,331

￥21,331

￥69,842 total

includes taxes & fees

Feb 4 - Feb 5

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Vacation Home in Highland Falls

3BR West Point Retreat-3min to Back Gate+ King Bed

8.0 out of 10, Very Good, (6 reviews)

8.0/10

Very Good

(6 reviews)

"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "

Waylon J.

The price is ￥17,437

￥17,437

￥65,814 total

includes taxes & fees

Feb 4 - Feb 5

3BR West Point Retreat-3min to Back Gate+ King Bed

Vacation Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

Briana T.

The price is ￥28,446

￥28,446

￥54,228 total

includes taxes & fees

Feb 4 - Feb 5

Lovely 3BR Home with parking-Walk to WP Gate!

2 bedrooms, desk, iron/ironing board, WiFi

Vacation Home in Lake Peekskill

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"Very clean comfortable quiet place"

Mauro C.

The price is ￥35,033

￥35,033

￥65,891 total

includes taxes & fees

Feb 3 - Feb 4

Contemporary Cozy Cottage

Vacation Home in Highland Falls

Fabulous 3bdrm Home w/parking!

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"Clean home, conveniently located to West Point. Very comfortable beds. "

Danielle B.

The price is ￥27,302

￥27,302

￥51,319 total

includes taxes & fees

Feb 4 - Feb 5

Fabulous 3bdrm Home w/parking!

3 bedrooms, desk, iron/ironing board, travel crib

Vacation Home in Fishkill

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.4 out of 10, Exceptional, (56 reviews)

9.4/10

Exceptional

(56 reviews)

"Quiet, clean and comfortable! Great stay!"

Joseph G.

The price is ￥38,536

￥38,536

￥49,231 total

includes taxes & fees

Jan 26 - Jan 27

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

3 bedrooms, iron/ironing board, travel crib, free WiFi

Vacation Home in Goshen

Country House w/Hot Tub, Deck, Grill & Fire Pit

10.0 out of 10, Exceptional, (59 reviews)

10/10

Exceptional

(59 reviews)

"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"

Jennifer K.

The price is ￥38,536

￥38,536

￥74,834 total

includes taxes & fees

Jan 28 - Jan 29

Country House w/Hot Tub, Deck, Grill & Fire Pit

Vacation Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

9.0 out of 10, Wonderful, (10 reviews)

9.0/10

Wonderful

(10 reviews)

"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "

Esther P.

The price is ￥23,682

￥23,682

￥40,178 total

includes taxes & fees

Jan 30 - Jan 31

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Vacation Home in Monroe

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

8.0 out of 10, Very Good, (3 reviews)

8.0/10

Very Good

(3 reviews)

"Yes, everything was lovely"

Tiffanie C.

The price is ￥20,179

￥20,179

￥65,981 total

includes taxes & fees

Jan 25 - Jan 26

Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Vacation Home in Ossining

NEW 45 Wolden Rd Ossining NY 10562

2.0 star property

The price is ￥66,081

￥66,081

￥151,236 total

includes taxes & fees

Jan 26 - Jan 27

NEW 45 Wolden Rd Ossining NY 10562

Vacation Home in Cornwall

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"We had a great time staying here. It was very clean and the view was amazing. Wanted to meet up with some family and it was perfect for relaxing and catching up. Host accommodated our early check in request and was available during our stay when we had minor questions. Overall, it was wonderful."

Joe K.

The price is ￥33,631

￥33,631

￥65,660 total

includes taxes & fees

Jan 25 - Jan 26

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Vacation Home in Greenwood Lake

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

9.8 out of 10, Exceptional, (33 reviews)

9.8/10

Exceptional

(33 reviews)

"Beautiful property, the photos do it justice, but the location (and peace) of the property can't be seen in just pictures. The family agreed one of the best places we've gotten, wonderful way to spend a late summer week on the lake."

Devan S.

The price is ￥32,378

￥32,378

￥81,638 total

includes taxes & fees

Jan 26 - Jan 27

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

6 bedrooms, iron/ironing board, travel crib, free WiFi

Vacation Home in Monroe

Marvelous 6-bedroom house with AC in Monroe

The price is ￥389,250

￥389,250

￥563,282 total

includes taxes & fees

Jan 25 - Jan 26

Marvelous 6-bedroom house with AC in Monroe

Vacation Home in Middletown

Charming bungalow in lovely Middletown NY

The price is ￥21,020

￥21,020

￥30,532 total

includes taxes & fees

Jan 26 - Jan 27

Charming bungalow in lovely Middletown NY

Vacation Home in Goshen

Stylish & Peaceful Getaway on 3 Private Acres

9.0 out of 10, Wonderful, (12 reviews)

9.0/10

Wonderful

(12 reviews)

"Great location!"

Alozie E.

The price is ￥44,842

￥44,842

￥68,197 total

includes taxes & fees

Jan 25 - Jan 26

Stylish & Peaceful Getaway on 3 Private Acres

Vacation Home in Highland Falls

Luxury House Near West Point

The price is ￥31,140

￥31,140

￥50,011 total

includes taxes & fees

Jan 25 - Jan 26

Luxury House Near West Point

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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